Location
Description
Your dream group getaway starts here! This 10-bedroom, 8.5-bathroom villa at Windsor Cay Resort is designed for large families and groups up to 26 guests seeking fun, comfort, and style—all just 9 miles from Disney and under an hour from Universal. Step inside to discover stunning themed bedrooms, vibrant entertainment spaces, and modern amenities that make every moment unforgettable.
Private Poolside Paradise
• Private swimming pool and hot tub with optional heating
• Furnished patio with loungers, shaded seating & outdoor dining for 8
• BBQ grill for poolside feasts
• Beach chairs & umbrella for your comfort
Get Your Game On!
The garage has been transformed into a full game room—the perfect hangout spot for guests of all ages:
• Shuffleboard
• Foosball
• Poker Table
• Arcade Games
Eat, Lounge & Gather
• Open-concept layout for connection and relaxation
• Spacious living area with large Smart TV and plush seating
• Fully equipped kitchen with modern appliances, cookware, and utensils
• Indoor dining area for large group meals
Dream Big, Sleep Easy
Each bedroom is uniquely designed with its own personality and flair:
• Velvet Navy King Suite | Ensuite bath
• Navy & Wood King Suite | Shared bath
• Cream & Wood Queen Room
• Cinderella-Themed Bunk Room
• Avengers-Themed Bunk Room | Ensuite bath
• Gray & Motorcycle Queen Room
• Velvet Grey Queen Room | Shared bath
• Mickey Safari-Themed Bunk Room | Ensuite bath
• Tan King Suite | Ensuite bath
• Burnt Orange King Suite | Ensuite bath
Bedroom Breakdown
• Bedroom 1: King bed
• Bedroom 2: King bed
• Bedroom 3: Queen bed
• Bedroom 4 (2 Queen): Bunk bed
• Bedroom 5 (2 Twin): 2 bunk beds
• Bedroom 6: Queen bed
• Bedroom 7: Queen bed
• Bedroom 8 (2 Twin): 2 bunk beds
• Bedroom 9: King bed
• Bedroom 10: King bed
Enjoy complimentary access to the Windsor Cay Resort clubhouse, which features:
• Zero-entry resort pool & lazy river
• Hot tub & cabanas
• Kids’ splash zone & water slides
• Mini-golf & volleyball courts
• Fitness center & arcade room
• Blue Lagoon Tavern & Grille (Mon–Wed: 12:00 PM – 5:00 PM & Thu–Sun: 11:00 AM – 6:00 PM)
Why Stay With Upstay?
At Upstay, we make group travel effortless. Our homes are sparkling clean, thoughtfully equipped, and packed with fun—from themed bedrooms to resort-style perks. We handle the details so you can focus on making memories.
This isn’t just a vacation home—it’s your next great Orlando adventure.
• To ensure a smooth and secure check-in, guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in details will be shared once completed.
• Pool service is scheduled weekly and may occur during your stay. This is a brief visit, and technicians will only access the pool area.
Pet Friendly:
• Up to 2 pets allowed (under 60 lbs each)
• Pet fee: $139 per pet, per stay
• Pets must be declared at booking; otherwise, the applicable fee will be charged separately
Additional Services:
• Pool and hot tub heating (optional): $45/night per service or $79/night for both (2-night minimum, 24-hour notice required)
• BBQ propane tank: one-time $69 charge (please request in advance)
• Pack ’n play rental: $39 (one-time fee)
• Highchair rental: $29 (one-time fee)
Private Poolside Paradise
• Private swimming pool and hot tub with optional heating
• Furnished patio with loungers, shaded seating & outdoor dining for 8
• BBQ grill for poolside feasts
• Beach chairs & umbrella for your comfort
Get Your Game On!
The garage has been transformed into a full game room—the perfect hangout spot for guests of all ages:
• Shuffleboard
• Foosball
• Poker Table
• Arcade Games
Eat, Lounge & Gather
• Open-concept layout for connection and relaxation
• Spacious living area with large Smart TV and plush seating
• Fully equipped kitchen with modern appliances, cookware, and utensils
• Indoor dining area for large group meals
Dream Big, Sleep Easy
Each bedroom is uniquely designed with its own personality and flair:
• Velvet Navy King Suite | Ensuite bath
• Navy & Wood King Suite | Shared bath
• Cream & Wood Queen Room
• Cinderella-Themed Bunk Room
• Avengers-Themed Bunk Room | Ensuite bath
• Gray & Motorcycle Queen Room
• Velvet Grey Queen Room | Shared bath
• Mickey Safari-Themed Bunk Room | Ensuite bath
• Tan King Suite | Ensuite bath
• Burnt Orange King Suite | Ensuite bath
Bedroom Breakdown
• Bedroom 1: King bed
• Bedroom 2: King bed
• Bedroom 3: Queen bed
• Bedroom 4 (2 Queen): Bunk bed
• Bedroom 5 (2 Twin): 2 bunk beds
• Bedroom 6: Queen bed
• Bedroom 7: Queen bed
• Bedroom 8 (2 Twin): 2 bunk beds
• Bedroom 9: King bed
• Bedroom 10: King bed
Enjoy complimentary access to the Windsor Cay Resort clubhouse, which features:
• Zero-entry resort pool & lazy river
• Hot tub & cabanas
• Kids’ splash zone & water slides
• Mini-golf & volleyball courts
• Fitness center & arcade room
• Blue Lagoon Tavern & Grille (Mon–Wed: 12:00 PM – 5:00 PM & Thu–Sun: 11:00 AM – 6:00 PM)
Why Stay With Upstay?
At Upstay, we make group travel effortless. Our homes are sparkling clean, thoughtfully equipped, and packed with fun—from themed bedrooms to resort-style perks. We handle the details so you can focus on making memories.
This isn’t just a vacation home—it’s your next great Orlando adventure.
• To ensure a smooth and secure check-in, guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in details will be shared once completed.
• Pool service is scheduled weekly and may occur during your stay. This is a brief visit, and technicians will only access the pool area.
Pet Friendly:
• Up to 2 pets allowed (under 60 lbs each)
• Pet fee: $139 per pet, per stay
• Pets must be declared at booking; otherwise, the applicable fee will be charged separately
Additional Services:
• Pool and hot tub heating (optional): $45/night per service or $79/night for both (2-night minimum, 24-hour notice required)
• BBQ propane tank: one-time $69 charge (please request in advance)
• Pack ’n play rental: $39 (one-time fee)
• Highchair rental: $29 (one-time fee)
Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com
- 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
- 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
- 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)
For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.
Booking On Other Sites
Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.
Booking Deposit
50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.
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Amenities 55
- Air conditioning
- Baking sheet
- Bathtub
- BBQ grill
- Bed linens
- Carbon monoxide detector
- Cleaning Disinfection
- Coffee maker
- Cookware
- Desk
- Dishes and silverware
- Dishwasher
- Dryer
- Enhanced cleaning practices
- Essentials
- Family/kid friendly
- Fire extinguisher
- Free parking on premises
- Hair dryer
- Hangers
- Heating
- High touch surfaces disinfected
- Hot tub
- Hot water
- Indoor fireplace
- Internet
- Iron
- Kettle
- Kitchen
- Laptop friendly workspace
- Long term stays allowed
- Microwave
- Oven
- Patio or balcony
- Private entrance
- Refrigerator
- Resort
- Room-darkening shades
- Shampoo
- Shower gel
- Smoke detector
- Stove
- Suitable for children (2-12 years)
- Suitable for infants (under 2 years)
- Toaster
- Towels provided
- Town
- TV
- Washer
- Wireless Internet
- Communal pool
- Game room
- Outdoor pool
- Private pool
- Swimming pool
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